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JPY (¥)16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome
Curated Package
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About this package
Go on a journey of North & Central Italy with our 16 Day Best of Italy Tour Package. Get lost in Milan’s regional flavors on a food tour and experience the wonders of Lake Como. Head to the romantic city of Venice next and gain exclusive access to Doge’s Palace and St. Mark’s Basilica. Be met with the alpine lakes and the mountain peaks of the Dolomites before sampling Bologna’s delicious bites, one of Italy’s top food capitals. Florence will amaze with its Renaissance landmarks, and Tuscany will inspire with its hilltop views and medieval history. Reach the Eternal City of Rome and begin exploring world-famous icons, from the Colosseum to the Roman Forum. Join an exciting and immersive tasting tour of local favorites before ending your Italian adventure in Vatican City, where the Sistine Chapel and St. Peter’s Basilica will be waiting.
Ready to experience the best of Italy in style and comfort? Our 16 Day Best of Italy Tour Package takes you across Milan, Como, Venice, the Dolomites, Bologna, Tuscany & Rome. With hand-picked hotels, devoted guides, train transfers, food tastings, and curated tours, this incredible adventure will bring the magic of Italy to life. From culinary treats to iconic landmarks, each detail was designed to give you the trip of a lifetime. Book today!
Visits:
- Bellagio
- Bologna
- Como
- Emilia-Romagna
- Florence
- Lombardy and the Lakes
- Milan
- Rome and Surroundings
- Rome
- South Tyrol and Dolomites
- Tuscany
- Venice Region
- Venice
- 16 Day Tour Package
- Accommodation Included
- Expert Tour Guide
- English
Over 20,000 travelers, 10+ years of experience and a team made up of 50+ travel experts
16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome Highlights
- Join exciting food tours in Milan, Bologna, and Rome
- Stroll the magnificent streets of Bellagio and take photos of Lake Como
- Enjoy access to Venice’s Doge’s Palace and St. Mark’s Basilica
- Stay in excellent hotels across Italy and relax with seamless train transfers
- Marvel at the peaks of the Dolomites, with visits to Cortina and Lake Misurina
- In Tuscany, experience the wonders of Siena, San Gimignano, and Pisa
- Discover amazing historic icons in Florence, Rome, and Vatican City
- Be led by devoted local guides who will share insight and tips
Why Tourist Italy?
Book Direct with Italy's Leading Travel Company Friendly Customer Service 7 Days a Week Hand Picked Guides & Tour Leaders Pay only 30% today to secure your booking Flexibility to personalize your Italy experience Guaranteed departure packages, custom packages, and private trips
16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome Itinerary
Day 1 - Arrival in Milan
- Optional airport transfer
- Overnight in Milan
Day 2 - Milan Food Tour
- Start your food tour with panzerotti stuffed with mozzarella, tomato, or seasonal fillings
- Sip local craft or classic Italian beer
- Enjoy pizza topped with classic or creative ingredients, and arancini
- For dessert, indulge in chocolates, traditional sweets, or creamy gelato
- Finish off with a bold Italian espresso
- Overnight in Milan
Day 3 - Lake Como & Bellagio
- Travel by bus from Milan to Lake Como
- Stop in Tremezzina, known for its villas and scenic views
- Enjoy a 1-hour boat cruise on the lake
- Dock at Bellagio to explore its alleys and relax with a coffee or gelato
- Continue by boat to Cadenabbia
- Visit Como’s historic center
- Free time for shopping and exploring
- Return to Milan by bus
- Overnight in Milan
Day 4 - Transfer to Venice
- Train to Venice
- Overnight in Venice
Day 5 - Venice
- Skip the lines and step inside the Doge’s Palace to explore its grand halls and rich political past
- Admire the stunning interiors and hidden stories of Venetian power
- Enjoy fast-track entry to St. Mark’s Basilica, a masterpiece of mosaics and history
- Overnight in Venice
Day 6 - Dolomites
- Travel to the Dolomites among the Italian Alps
- Visit the posh town of Cortina
- See the Tre Cime di Lavaredo mountain range from multiple viewpoints
- Free time at Lake Misurina to walk, dine at the local restaurant or take photos
- Return to Venice
- Overnight in Venice
Day 7 - Transfer to Bologna
- Train to Bologna
- Overnight in Bologna
Day 8 - Bologna Food Tour
- On your Bologna food tour, try tigelle with cured meats
- Taste tortellini in broth or other local styles
- Enjoy tagliatelle al ragu and traditional Bolognese cotoletta
- To finish, sip espresso with local gelato
- Overnight in Bologna
Day 9 - Transfer to Florence
- Train to Florence
- Overnight in Florence
Day 10 - Florence
- Start at Piazza della Repubblica and learn about Florence’s medieval history
- Walk through historic streets with tower houses, Renaissance palaces, and artists’ workshops
- See the exterior sites of Dante’s house, the Duomo, and the Baptistery
- Stroll Via Tornabuoni and Via Maggio for designer boutiques and antique shops
- Cross Santa Trinita and Ponte Vecchio into the artisan-filled Oltrarno district
- From the outside, marvel at Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces
- Visit the interior of Santa Trinita Church to spot amazing art and frescoes
- Discover the Pitti Palace, Santa Felicita, and the Vasari Corridor
- Overnight in Florence
Day 11 - Pisa, Siena & San Gimignano
- Explore Siena’s medieval streets, Piazza del Campo, and the Duomo
- Free time for shopping, wandering, or grabbing some coffee
- Visit a family-run Chianti vineyard for a wine tasting
- Pair cantucci with Vino Santo, in classic Tuscan tradition
- Enjoy a Tuscan lunch with homemade pasta, cured meats, local cheeses, and more
- Visit the hilltop town of San Gimignano
- Take a scenic drive through Tuscany to Pisa
- Marvel at the Leaning Tower of Pisa (outside), a worldly icon
- Overnight in Florence
Day 12 - Transfer to Rome
- Train to Rome
- Overnight in Rome
Day 13 - Colosseum & Rome Afternoon Food Tour
- Tour the Colosseum Arena in-depth
- Enjoy some free time
- Visit Palatine Hill and the Roman Forum
- In the afternoon see the icons of Rome and walk through the main squares, like Piazza Navona
- Stop at local food vendors sampling a range of local bites, like supplì, Roman pizza, cured meats, and more
- Enjoy delicious complimentary beer
- For dessert, indulge in classic tiramisu or gelato, paired with espresso
- Overnight in Rome
Day 14 - Free Day in Rome
- Free day to discover the cobblestone streets or Vatican City on your own
- Overnight in Rome
Day 15 - Vatican, Sistine Chapel & St. Peter’s Basilica
- Visit the Vatican Museums and Sistine Chapel with skip-the-line tickets
- Explore St. Peter's Basilica
- Overnight in Rome
Day 16 - Departure
- Optional airport transfer
NB - all timings on 16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome are approximate
Something You’d Like To Change?
Use our online package customization tool to add extra night, change hotel, and include airport transfers.
Start PlanningFor more advanced changes, contact us to create a custom tour package.
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Accommodation
important information
Includes
All touring and accommodation
Trains: Milan-Venice, Venice-Bologna, Bologna-Florence, Florence-Rome
Entrance fees: Skip-the-line entrance to the Doge's Palace & St. Mark's Basilica, Colosseum, Roman Forum, Palatine and Imperial Forum, Skip-the-line tickets to the Vatican Museums, Boat tour on Lake Como
Meals & tastings: Food tastings during the Milan, Bologna & Rome Food Tours, Lunch & Wine tasting on the Tuscany day tour
Excludes
Anything not mentioned above
Personal travel insurance
Gratuities
Essential Information
Each day of this tour package will be led by a local guide who optimizes Tourist Italy's values: to provide you with an authentic, passion-filled tour
Choose your own hotel from our hand-picked selection during the booking process
The order of the days is subject to change so that we can optimize your itinerary to provide the best experience
During the booking process, it's possible to add extra nights of accommodation before or after the tour package
During the booking process, it's possible to add a private airport transfer
Transfers between hotels and train stations are not included in the package that day
Please note that while we aim to follow the outlined Florence itinerary on day 10, there is always a chance of slight itinerary changes
Vatican: Shoulders and knees must be covered for both men, women, and children
Vatican: At times, certain sites may be inaccessible to the public; in such cases, the itinerary will be adjusted accordingly while still guaranteeing an in-depth experience
Colosseum: Please note: Depending on ticket availability, we will start either at the Colosseum or the Roman Forum/Palatine Hill
Tastings on food tours may slightly vary based on availability and/or season
Participants are responsible for making their own way between the hotels and meeting points. Unless otherwise requested, included hotels are chosen for their close proximity to the meeting points
Cancellation Policy
Please note: It is mandatory to provide a first and last name during the Colosseum ticket booking process. Upon issuing, the ticket becomes non-refundable. Guest must ensure they have their passport with them on the day of the tour to guarantee entry. In case of incorrect personal data, access to the Colosseum will be denied
As a result of the above policy, the Colosseum part of the tour is non-refundable
The train tickets are non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)
As a result of the above policy, the Colosseum part of the tour is non-refundable
The train tickets are non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)
Looking for a customized or private tour?
Book 16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome as a customized experience or a private tour for yourself, your family or a group of any size.
In the media
January 2024"Travel service Tourist Italy is launching a raft of unique tours designed to help you explore Italy without the crowds and to experience Italy in a very different way. The tours take you to the regular spots, but in a way that makes them more accessible."
June 2025"The region’s been on the rise for a decade or more, but local experts say the Dolce & Gabbana show, which took place on a makeshift runway winding through the fairytale-like cottages, known as trulli, in Alberobello two years ago turbocharged curiosity. “We saw a 120% increase in booking from US clients from the region for 2024, after that,” said Ben Julius, who runs Tourist Italy. “And we already see a 50% increase on that for 2025.”
September 2025"From behind-the-scenes cultural tours to twists on classic locations, including a collection of hard-to-find experiences, Tourist Italy is the quintessential Italian tour company that knows every nook and cranny of this culturally rich European nation renowned for its ancient history, diverse and scenic landscapes, world-class art, fashion and exceptional cuisine."
June 2024"My day trip to the Tuscan countryside had been organised by Tourist Italy.
The company offers everything from packages with hotels, tours and transfers to individual tours you can book when you have made your own arrangements. After my six-hour outing in the Tuscan countryside, I arrived back in Florence, where I marvelled at the magnificent Duomo cathedral and strolled along the banks of Arno River, with its stone bridges such as the Ponte Vecchio."
June 2025This Is the Actual *Best* Time to Travel to Italy, Per a Travel Expert. Ben Julius is the founder of Tourist Italy, a travel agency specializing in custom tours, hotels and travel packages. ulius explains that early spring and late fall can often be rainy in the north, while the south (like Puglia), will typically have better weather, even if you’re not at the height of the season."
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